Hydrochloric Acid → (S)-benzyl 1-((R)-tetrahydrofuran-2-carbonyl)pyrrolidine-2-carboxylate

참여 물질

역할	이름	HCID	투입량
반응물	Hydrochloric Acid	HCID 313	—
반응물	1-Hydroxybenzotriazole	HCID 75771	—
반응물	Diisopropylethylamine	HCID 81531	—
반응물	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
반응물	Proline benzyl ester hydrochloride	HCID 2733413	—
반응물	Tetrahydro-2-furoic acid, (+)-	HCID 2734707	—
용매	Dichloromethane	HCID 6344	—
생성물	(S)-benzyl 1-((R)-tetrahydrofuran-2-carbonyl)pyrrolidine-2-carboxylate	HCID 86640481	—

반응 조건

온도	25 °C

반응 단계

To a stirred suspension of (S)-benzyl pyrrolidine-2-carboxylate hydrochloride (5.63 g, 23.3 mmol), (R)-tetrahydrofuran-2-carboxylic acid (2.24 mL, 23.3 mmol), DIPEA (10.2 mL, 58.3 mmol), and HOBt (3.15 g, 23.3 mmol) in dry dichloromethane (100 mL) at 25° C. was added 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (4.45 g, 23.3 mmol) in one portion. The mixture was stirred at 25° C. for 16 h then 1N HCl (50 mL) was added. The organic phase was separated, washed with saturated sodium bicarbonate solution, dried with Na2SO4, filtered and concentrated to afford intermediate (S)-benzyl 1-((R)-tetrahydrofuran-2-carbonyl)pyrrolidine-2-carboxylate as a yellow oil which was carried forward directly.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08383094B2
출처 데이터셋	uspto-grants-2013_02
ORD ID	ord-a8fa783657b8457e88a2dc4c45aa9b60
출처 메모	uspto-grants-2013_02